Warren Sapp – Orange County, Estimated $2.1 Million

While it is true that this ex-NFL sports star retired with less than a $1K in his current bank account, while he had earned over $77 million throughout his NFL career. This trouble player had racked up a debt of $6.7 million because of his frivolous spending habits and so, not long after he had to file for bankruptcy which caused him to forfeit all of his value able possessions during auctions. His breathtaking Tuscan styled manor came with an impressive 15000 square feet of real estate, though it was built all the way in 2005 for an unbelievable $7 million. It was sold for just $2.1 million in the auction, with house insurance excluded.